Sam Jessup Real Estate Agent - Pinnacle Real Estate Group LLC

5010 Raymond Rd, Madison, WI For Sale $425,000 - listed by Sam Jessup — For Sale $425,000

Sam Jessup listing agent for 9013 Royal Oaks Cir, Verona, WI - sold for $770,000 — Sold $770,000

S1404 Indian Trail Pkwy, Baraboo, WI For Sale $569,000 - listed by Sam Jessup — For Sale $569,000

Sam Jessup buyer's agent for 7109 Friendship Ln, Middleton, WI - sold for $550,000 — Sold $550,000

6 Fredericksburg Ct, Madison, WI For Sale $630,000 - listed by Sam Jessup — For Sale $630,000

Sam Jessup

Madison WI

Pinnacle Real Estate Group LLC

54 Closed Sales

$21.9M Total Value

$250K - $848.7K Price Range

$405K Average Price

Prior 5 years

About Sam

Home Types: Condo, Lot/Land, House, Multifamily, Townhouse

Years of Experience: 5

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	11
Total Value	$4,678,900
Average Sale Price	$425,355
Price Range	$212K - $770K

Buyer Deals
Total Deals	3
Total Value	$1,693,400
Average Sale Price	$564,467
Price Range	$550K - $580K

1 Year View by Quarter

Seller Deals
Total Deals	17
Total Value	$6,868,900
Average Sale Price	$404,053
Price Range	$205K - $770K

Buyer Deals
Total Deals	9
Total Value	$5,016,400
Average Sale Price	$557,378
Price Range	$365K - $685K

2 Year View by Quarter

Seller Deals
Total Deals	36
Total Value	$13,246,252
Average Sale Price	$367,951
Price Range	$125K - $770K

Buyer Deals
Total Deals	18
Total Value	$8,623,500
Average Sale Price	$479,083
Price Range	$190K - $849K

5 Year View

Areas Sam is Experienced In

Sam's Listings and Deals

Sam's Open Houses

$630,000

Open Sat 9:30AM - 11:30AM
- 4 Beds
- 2.5 Baths
- 2,755 Sq Ft
6 Fredericksburg Ct

Madison, WI
This 4-bedroom, 2.5-bath home offers an ideal blend of style, space, and functionality in the Richmond Hill neighborhood! The brand-new kitchen is a standout, featuring granite countertops, while the spacious mudroom/laundry room adds even more versatility with a second sink and an additional garbage disposal—perfect for meal prep, entertaining, or creating a convenient second kitchen space. The

Sam Jessup Pinnacle Real Estate Group LLC

$460,000

Open Sat 12PM - 3PM
- 4 Beds
- 2.5 Baths
- 2,011 Sq Ft
710 N Star Dr

Madison, WI
VRP $460k-$475k. Brand-new roof, kitchen appliances, carpet, and paint! Welcome home to this beautifully updated 4-bedroom, 2.5-bath home in the heart of Grandview Commons. Fresh paint and brand-new carpet throughout give the home a bright, move-in-ready feel. Enjoy peace of mind with a brand-new roof and new kitchen appliances, including a refrigerator, stove/oven, and dishwasher. The spacious

Sam Jessup Pinnacle Real Estate Group LLC

Sam's Active Listings

$425,000
- 4 Beds
- 2 Baths
- 2,243 Sq Ft
5010 Raymond Rd

Madison, WI
Priced below assessment! Bring your vision to this 4-bedroom, 2-bathroom home in Orchard Ridge. Enjoy the privacy of the mature, tree-lined backyard from the large deck, three-season porch, or private ensuite deck. Inside, two fireplaces add character and warmth, while the extra-large garage provides exceptional space for vehicles, storage, hobbies, or a workshop. The spacious lot, mature trees,

Sam Jessup Pinnacle Real Estate Group LLC

$569,000
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
S1404 Indian Trail Pkwy

Baraboo, WI
Exceptional Wisconsin River home, a private getaway less than 10 years old. This charming ranch offers the perfect blend of comfort, style, and natural beauty, nestled on a peaceful .67-acre lot right on the scenic Wisconsin River. This property has it all, a fisherman's paradise with prime walleye and smallmouth bass fishing right at your doorstep. Launch your boat from your own private access

Sam Jessup Pinnacle Real Estate Group LLC

$225,000

Pending
- 3 Beds
- 2 Baths
- 1,962 Sq Ft
7 Head St

Edgerton, WI
2025 Roof. Two-story duplex opportunity in Edgerton, WI! Offering immense potential for savvy buyers or investors. The home offers a spacious layout with a full upstairs unit. The interiors are vintage with charming details, including a sunroom, distinctive wood paneling, and plenty of opportunity to customizing your dream home or investment property. Conveniently located near schools,

Sam Jessup Pinnacle Real Estate Group LLC

Recently Sold

$250,000

Sold Sep 1, 2026
- 2 Beds
- 2 Baths
- 1,098 Sq Ft
704 Herndon Dr

Unit 201

Madison, WI
- 7% Below List
- 265 Days On Market
- $228/SF
- Current Est. Value $264K
Sam Jessup Pinnacle Real Estate Group LLC

$770,000

Sold Jun 2, 2026
- 3 Beds
- 2.5 Baths
- 2,392 Sq Ft
9013 Royal Oaks Cir

Verona, WI
- 1% Above List
- 1 Day On Market
- $322/SF
- Current Est. Value $761K
Sam Jessup Pinnacle Real Estate Group LLC

$212,000

Sold May 15, 2026
- 1 Bed
- 1 Bath
- 869 Sq Ft
101 Metro Terrace

Unit 303

Madison, WI
- 1% Below List
- 133 Days On Market
- $244/SF
- Current Est. Value $222K
Sam Jessup Pinnacle Real Estate Group LLC

$392,000

Sold May 4, 2026
- 3 Beds
- 1.5 Baths
- 1,699 Sq Ft
2102 Manor Green Dr

Madison, WI
- 8% Below List
- 30 Days On Market
- $231/SF
- Current Est. Value $395K
Sam Jessup Pinnacle Real Estate Group LLC

$575,000

Sold Apr 30, 2026
- 3 Beds
- 2 Baths
- 1,822 Sq Ft
516 Church St

Fall River, WI
- 4% Below List
- 48 Days On Market
- $316/SF
Sam Jessup Pinnacle Real Estate Group LLC

$625,000

Sold Mar 31, 2026
- 4 Beds
- 3 Baths
- 3,485 Sq Ft
6 Bellingrath Ct

Mc Farland, WI
- 2 Days On Market
- $179/SF
- Current Est. Value $636K
Sam Jessup Pinnacle Real Estate Group LLC

$540,000

Sold Oct 28, 2025
- Land
- 0.91 Acres Lot
L52 Solstice Ct

Middleton, WI
- 0 Days On Market
Sam Jessup Pinnacle Real Estate Group LLC

$420,000

Sold Oct 14, 2025
- 3 Beds
- 2 Baths
- 1,727 Sq Ft
5117 Loruth Terrace

Madison, WI
- 12% Below List
- 75 Days On Market
- $243/SF
- Current Est. Value $435K
Sam Jessup Pinnacle Real Estate Group LLC

$389,900

Sold Aug 20, 2025
- 3 Beds
- 2 Baths
- 1,764 Sq Ft
- 6 Days On Market
- $221/SF
- Current Est. Value $399K
Sam Jessup Pinnacle Real Estate Group LLC

Frequently Asked Questions

Who is Sam Jessup, and what is their real estate background?

How many homes has Sam Jessup sold in Madison, WI?

What is Sam Jessup's track record representing buyers?

What is Sam Jessup's track record as a listing agent?

What areas does Sam Jessup serve?

How can I contact Sam Jessup?

Sam Jessup

(608) 571-1691

Pinnacle Real Estate Group LLC

(608) 571-1691

Nearby Homes

Sam Jessup

About Sam

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Sam is Experienced In

Sam's Listings and Deals

Sam's Open Houses

Sam's Active Listings

Recently Sold

Frequently Asked Questions

Who is Sam Jessup, and what is their real estate background?

How many homes has Sam Jessup sold in Madison, WI?

What is Sam Jessup's track record representing buyers?

What is Sam Jessup's track record as a listing agent?

What areas does Sam Jessup serve?

How can I contact Sam Jessup?